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Remote Insurance Jobs in Naperville, IL (NOW HIRING)

OLUSEGUN ORGANIZATION

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Remote Insurance Agent- No Experience Necessary!

Aurora, IL · Remote

$46.50K - $155K/yr

We are seeking a Remote Insurance Agent- No Experience Necessary! to join our team! You will be responsible for expanding the company's book of business by selling various types of insurance policies ...

Spieldenner Financial Group

Remote Insurance Broker

Joliet, IL · On-site +1

$75.40K - $99.30K/yr

Spieldenner Financial Group is a part of one the fastest-growing insurance organizations in the country. Our most important focus areas include getting agents paid quickly, keeping costs minimal, and ...

HMG Careers

Remote Sales Specialist

Wheaton, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Sales Specialist

Aurora, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Sales Specialist

Naperville, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Sales Specialist

Joliet, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Sales Specialist

Naperville, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Symmetry

Remote Work Sales Position

Chicago, IL · Remote

$60K - $200K/yr

We are looking for Remote Insurance Sales Representatives who can be trained to become a manager and lead in sales regions over the next nine months. Job Details: - Ability to understand and present ...

HMG Careers

Remote Customer Service and Sales

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Remote Insurance information

See Naperville, IL salary details

$23.5K

$59K

$97.4K

How much do remote insurance jobs pay per year?

As of May 28, 2026, the average yearly pay for remote insurance in Naperville, IL is $59,006.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,400.00 and $77,400.00 per year, depending on experience, location, and employer.

What is a Remote Insurance job?

A Remote Insurance job involves working in the insurance industry from a remote location, typically from home. Roles can vary and may include sales, claims processing, underwriting, customer service, or adjusting. Professionals use digital tools to assess policies, handle client inquiries, process claims, and manage risk assessments. These jobs require strong communication skills, knowledge of insurance policies, and the ability to work independently. Many insurance companies offer remote positions to improve flexibility and reach a broader talent pool.

What are the key skills and qualifications needed to thrive in the Remote Insurance position, and why are they important?

To excel in a Remote Insurance role, you need a solid understanding of insurance products, policy management, and compliance regulations, often supported by previous insurance experience or relevant certification (such as a state insurance license). Familiarity with CRM software, digital document management systems, and secure communication platforms is essential. Strong organizational skills, self-motivation, and the ability to communicate clearly and empathetically with clients set top performers apart. These skills are important to ensure effective client support, regulatory compliance, and productivity in a fully remote environment.

What are some common challenges encountered in a remote insurance position and how can they be addressed?

Remote insurance professionals often face challenges such as maintaining consistent client communication across time zones, staying up to date with rapidly changing regulations, and ensuring the privacy and security of sensitive client data. To address these, it is important to establish clear routines, leverage secure digital tools, and proactively communicate availability with both team members and clients. Staying connected with your team through virtual meetings and ongoing training can also help you remain informed and engaged. With the right tools and a proactive approach, these challenges can be successfully managed for a rewarding remote insurance career.
More about Remote Insurance jobs
What are the most commonly searched types of Insurance jobs in Naperville, IL? The most popular types of Insurance jobs in Naperville, IL are:
What are popular job titles related to Remote Insurance jobs in Naperville, IL? For Remote Insurance jobs in Naperville, IL, the most frequently searched job titles are:
What job categories do people searching Remote Insurance jobs in Naperville, IL look for? The top searched job categories for Remote Insurance jobs in Naperville, IL are:
What cities near Naperville, IL are hiring for Remote Insurance jobs? Cities near Naperville, IL with the most Remote Insurance job openings:
Remote Insurance jobs near you
Infographic showing various Remote Insurance job openings in Naperville, IL as of May 2026, with employment types broken down into 84% Full Time, 3% Part Time, and 13% Contract. Highlights an 3% In-person, and 97% Remote job distribution, with an average salary of $59,006 per year, or $28.4 per hour.

Insurance Agent Remote (U.S. Based)

U Trust Insurance Agency LLC

Chicago, IL • Remote

Full-time

Posted 10 days ago

Job description

Salary:

About Us

U Trust Insurance Agency LLC is a fast-growing commercial insurance agency specializing in trucking and transportation insurance across more than 30 states. We operate with clear processes, modern tools, and strong internal support, allowing our agents to perform efficiently and deliver excellent service.

We are looking for a skilled and motivated Remote Insurance Agent to join our expanding Sales Team.


Responsibilities

  • Work with a steady flow of warm leads generated internally
  • Conduct professional sales calls and identify client needs
  • Prepare and present insurance quotes (commercial auto, trucking, cargo, liability, etc.)
  • Build and maintain long-term client relationships
  • Manage renewals and ensure high-quality follow-up
  • Update records in Salesforce and Applied Epic accurately
  • Collaborate with Customer Service, Policy Services, and Underwriting teams
  • Communicate clearly and professionally with clients across multiple channels


What We Offer

  • Fully remote role with stable schedule (PST hours)
  • Strong operational and administrative support
  • Modern tech stack: Salesforce, Zoom Phone, Applied Epic, DocuSign
  • Clear workflows and responsive leadership
  • A supportive, professional, and growth-oriented team environment
  • Opportunity to grow within a stable and expanding organization


Requirements

  • Active P&C (Property & Casualty) insurance license required
  • Experience in insurance sales (Commercial or Personal Lines)
  • Strong communication, negotiation, and customer service skills
  • Experience with trucking insurance is a plus
  • CRM experience (Salesforce preferred)
  • Highly organized, self-driven, and accountable
  • Must be legally authorized to work in the U.S.

Why Join Us

  • Work remotely while being part of a well-structured, supportive team
  • Clear processes and fast internal assistance
  • Consistent lead flow and organized collaboration with service teams
  • Strong presence in the trucking insurance industry
  • Opportunities for long-term career development
  • Professional culture built on trust, communication, and teamwork


How to Apply

Please apply directly through this job platform.
We carefully review every application, and while response times may vary,
we will follow up with each candidate.